(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

Base Information

Chemical Name:(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone
CAS No.:1265899-60-2
Molecular Formula:C₂₆H₃₃NO₃
Molecular Weight:407.553
Hs Code.:

Synonyms:(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

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Chemical Property of (R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

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Technology Process of (R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

There total 7 articles about (R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: (E)-2-methyl-6-((methyl(phenyl)amino)methylene)cyclohexanone

: 1265899-59-9
5-bromo-2-isopropyl-1,3-dimethoxybenzene

: 1265899-60-2
(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

Guidance literature:: With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In toluene; at 80 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Sealed vessel;
DOI:10.1021/ja110215b

Reference yield:

: 16929-70-7
1,3-dimethoxy-2-(1-hydroxy-1-methylethyl)benzene

: 1265899-60-2
(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1: triethylsilane; trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 40 h / 80 °C / Inert atmosphere

3: copper(ll) bromide / methanol; water / 48 h / 80 °C / Inert atmosphere; Sealed vessel

4: (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate / toluene / 72 h / 80 °C / Inert atmosphere; Sealed vessel

With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; triethylsilane; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; trifluoroacetic acid; 4,4'-di-tert-butyl-2,2'-bipyridine; copper(ll) bromide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ja110215b

Reference yield:

: 15409-53-7,142179-26-8
6-methyl-2-(hydroxymethylene)cyclohexanone

: 1265899-60-2
(R,E)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2-methyl-6-((methyl(phenyl)amino)methylene)-cyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: benzene / 4 h / Reflux; Inert atmosphere

2: (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate / toluene / 72 h / 80 °C / Inert atmosphere; Sealed vessel

With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In toluene; benzene;
DOI:10.1021/ja110215b